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Merck

H5160

Sigma-Aldrich

Hyperforin

≥85% (HPLC)

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About This Item

Empirische Formel (Hill-System):
C35H52O4
CAS-Nummer:
Molekulargewicht:
536.78
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥85% (HPLC)

Form

solution

Lagertemp.

−20°C

SMILES String

CC(C)C(=O)[C@@]12C(O)=C(C\C=C(\C)C)C(=O)[C@@](C\C=C(/C)C)(C[C@H](C\C=C(\C)C)[C@@]1(C)CC\C=C(\C)C)C2=O

InChI

1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,38H,12,16-17,19-21H2,1-11H3/t27-,33+,34+,35-/m0/s1

InChIKey

IWBJJCOKGLUQIZ-HQKKAZOISA-N

Allgemeine Beschreibung

Hyperforin is a phloroglucinol component of St. John′s wort and a pregnane X receptor ligand.

Anwendung

Hyperforin may be used:
  • as a reference standard for calibration curve generation in high-perfornamce liquid chromatography (HPLC) analysis
  • to test its cytotoxic effect and apoptosis induction in mouse embryonic cells
  • as a pregnane X receptor (PXR) in porcine brain capillary endothelial cells for transport assay

Biochem./physiol. Wirkung

Hyperforin is an active antidepressant and an inhibitor of cytochrome P450 3A4 (CYP3A). It elicits antioxidant and antibacterial activity. Hyperforin is also embryotoxic and inhibits tumor proliferation. It effectively inhibits dopamine, serotonin and norepinephrine.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Zielorgane

Eyes

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

49.5 °F - closed cup

Flammpunkt (°C)

9.7 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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1 of 2

T N Griffith et al.
Current medicinal chemistry, 17(5), 391-406 (2009-12-18)
St. John's Wort (SJW) has been used medicinally for over 5,000 years. Relatively recently, one of its phloroglucinol derivatives, hyperforin, has emerged as a compound of interest. Hyperforin first gained attention as the constituent of SJW responsible for its antidepressant
Sanjay Kumar et al.
Journal of cellular physiology, 227(4), 1408-1419 (2011-05-28)
Transient Receptor Potential Canonical (TRPC) channels are implicated in modulating neurite outgrowth. The expression pattern of TRPCs changes significantly during brain development, suggesting that fine-tuning TRPC expression may be important for orchestrating neuritogenesis. To study how alterations in the TRPC
Martina C Meinke et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 81(2), 346-350 (2012-03-21)
Hyperforin, a major constituent of St. John's Wort (Hypericum perforatum, HP), provides anti-inflammatory, anti-tumor, and anti-bacterial properties. Previous studies have shown anti-oxidative properties of St. John's Wort extracts; however, its free radical scavenging activity in skin cells or skin has
Rajanikanth Madabushi et al.
European journal of clinical pharmacology, 62(3), 225-233 (2006-02-16)
Recently, interactions of herbal medicines with synthetic drugs came into focus of particular interest. In the past 3 years, more than 50 papers were published regarding interactions between St. John's wort (Hypericum perforatum L.; SJW) and prescription drugs. Co-medication with
Jeffry Adiwidjaja et al.
Clinical pharmacokinetics, 58(7), 911-926 (2019-01-25)
Herb-drug interactions with St John's wort (SJW) have been widely studied in numerous clinical studies. The objective of this study was to develop and evaluate a physiologically based pharmacokinetic (PBPK) model for hyperforin (the constituent of SJW responsible for interactions)

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